Florida Neighborhood Realty
  • Sell Your Florida Home
  • Buy A Florida Home
  • Advanced Home Search
Login
407.801.3286

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

The Highlands Homes for Sale

472 Dewars Court, Winter Springs image
472 Dewars Court, Winter Springs $499,900

Welcome to 472 Dewars Court, a beautifully maintained 4-bedroom, 2.5-bath pool home offering over 2,200 square feet of living space in one of Winter Springs' most desirab...

  • 4 Beds
  • 3 Baths
  • Highland Lake Ph 2 SubDv.
  • 32708 Zip Code
629 Ryan Court, Winter Springs image
629 Ryan Court, Winter Springs $475,000 ▼

Beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after Highlands community in Winter Springs, FL. Real hardwood floors flow through the main...

  • 3 Beds
  • 2 Baths
  • The Highlands Sections Seven & Eight SubDv.
  • 32708 Zip Code
872 Falkirk Drive, Winter Springs image
872 Falkirk Drive, Winter Springs $424,997 ▼

PRICE IMPROVED + SELLER CONTRIBUTES TO CLOSING COSTS!, BACK ON THE MARKET DUE TO BUYERS FINANCING FALL TROUGH!! Updated Pool Home in Winter Springs | Seminole County | ...

  • 3 Beds
  • 2 Baths
  • Highlands Sec 1 SubDv.
  • 32708 Zip Code
830 Dunbar Terrace, Winter Springs image
830 Dunbar Terrace, Winter Springs $357,000 ▼

Welcome to 830 Dunbar Ter, a residence arranged for everyday comfort and practical living. The interior features a fireplace, serving as a central point, while the kitche...

  • 3 Beds
  • 3 Baths
  • Highlands Sec 1 SubDv.
  • 32708 Zip Code
335 Kirkcaldy Drive, Winter Springs image
335 Kirkcaldy Drive, Winter Springs $329,900 ▼

Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features...

  • 3 Beds
  • 2 Baths
  • Highland Village 1 SubDv.
  • 32708 Zip Code
702 Glasgow Court, Winter Springs image
702 Glasgow Court, Winter Springs — 702 $301,000 ▼

Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjo...

  • 4 Beds
  • 3 Baths
  • Highland Patio Homes Amended Plat SubDv.
  • 32708 Zip Code
476 Club Drive, Winter Springs image
476 Club Drive, Winter Springs — 476 $275,000 ▼

Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known f...

  • 3 Beds
  • 2 Baths
  • Cypress Club SubDv.
  • 32708 Zip Code
446 Club Drive, Winter Springs image
446 Club Drive, Winter Springs — 446 $269,000 ▼

Discover effortless living in this immaculate 3-bedroom, 2-bath townhome nestled in the desirable Cypress Club at The Highlands. Thoughtfully maintained and beautifully u...

  • 3 Beds
  • 2 Baths
  • Cypress Club SubDv.
  • 32708 Zip Code
499 Club Drive, Winter Springs image
499 Club Drive, Winter Springs — 499 $219,500 ▼

Beautiful 2 bedroom 2 bathroom townhome (Not a condo which means more financing choices for you as a buyer) within The Highlands Community. Brand New Roof on this townhom...

  • 2 Beds
  • 2 Baths
  • Cypress Club SubDv.
  • 32708 Zip Code
506 Club Drive, Winter Springs image
506 Club Drive, Winter Springs — 506 $215,000 ▼

Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and...

  • 2 Beds
  • 2 Baths
  • Cypress Club SubDv.
  • 32708 Zip Code
497 Club Drive, Winter Springs image
497 Club Drive, Winter Springs — 497 $210,000 ▼

Move in Ready!...Beautiful 2/2 townhome in highly desirable Cypress Club community in The Highlands of Winter Springs, located in close proximity to SR 434! **Freshly Pai...

  • 2 Beds
  • 2 Baths
  • Cypress Club SubDv.
  • 32708 Zip Code
30 Moree Loop Unit 39, Winter Springs image
30 Moree Loop Unit 39, Winter Springs — 30 $210,000 ▼

Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined s...

  • 3 Beds
  • 3 Baths
  • Bay Tree Sec 10 SubDv.
  • 32708 Zip Code
429 Sheoah Boulevard Unit 9, Winter Springs image
429 Sheoah Boulevard Unit 9, Winter Springs — Na $199,000

Welcome to this beautifully maintained 3-bedroom, 2-bath condominium nestled in the highly desirable Highlands community of Winter Springs. Offering the perfect blend of ...

  • 3 Beds
  • 2 Baths
  • Baytree Village SubDv.
  • 32708 Zip Code
240 Moree Loop Unit 3, Winter Springs image
240 Moree Loop Unit 3, Winter Springs — N/A $182,000 ▼

Virtually Staged. Welcome to Baytree Village in the heart of Winter Springs—where beautifully landscaped grounds and a welcoming atmosphere create the perfect place to ca...

  • 3 Beds
  • 2 Baths
  • Baytree Village SubDv.
  • 32708 Zip Code
50 Sheoah Boulevard Unit 33, Winter Springs image
50 Sheoah Boulevard Unit 33, Winter Springs — Sheoah 1 $179,500

WELCOME HOME! This elegant, bright, and open first-floor, single-story 2-bedroom, 2-bath condo is located in the highly desirable Winter Springs community. From the momen...

  • 2 Beds
  • 2 Baths
  • Sheoah Sec 1 SubDv.
  • 32708 Zip Code
220 Moree Loop Unit 2, Winter Springs image
220 Moree Loop Unit 2, Winter Springs — 220 $140,000 ▼

Virtually Staged. Price improvement for the perfect starter home, investment opportunity or downsizing. Excellent condition! Not every condo feels like HOME the moment yo...

  • 1 Beds
  • 1 Baths
  • Baytree Village SubDv.
  • 32708 Zip Code

Central Florida › Orlando Metro › Seminole County › Winter Springs › The Highlands

The Highlands - Winter Springs

The Highlands is a Winter Springs neighborhood of non-gated Homes off SR 434 just EAst of Hwy 17 in the West area of Winter Springs. The majority of the Homes in The Highlands were built from 1972 to 1985 by builder unknown.

Audubon Park is nearby as is an entrance to the 417 Expressway which will take you North to through Sanford where it connects with I-4 and the 429 Expressway or South to through the UCF and Waterford Lakes area where it then turns West and runs through Lake Nona, Hunters Creek and Celebration where it then connects with I-4 at Walt Disney World.

The Highlands Neighborhood Amenities

There is a mandatory HOA for The Highlands which includes the following amenities:

  • park
  • playground
  • community pool
  • sidewalks
  • clubhouse
  • tennis court(s)

Where is The Highlands in Winter Springs?

The Highlands is located in the 32708 zip code in the West area of Winter Springs in Northeast Orlando.

What's Around & Near The Highlands?

  • Grocery-Restaurants: Sun Lake Plaza
  • Mall: Oviedo Mall
  • Hospital: Orlando Health South Seminole Hospital
  • Schools: Seminole County Find My School
  • Attractions: District Eat & Play & Cross Seminole Trail
  • Get Out & Play: Central Winds Park
  • Local Hang Out: Perfect Pours Taproom
  • Closest Beach: Cocoa Beach

Typical The Highlands Home Features

The Highlands included home features below are common but may vary from home to home:

  • Builder(s): builder unknown
  • Architectural Style(s): Florida, ranch and traditional
  • Number of Bedrooms: 3 to 5
  • Number of Garage Spaces: 0 to 2
  • Sq Ft Size under Air: Approx 1300 to 2500
  • Average Lot Size: zero lot line to one third acre
  • Construction Material: block, concrete, stucco, wood frame
  • Roof: shingle
  • Typical Views: garden, trees/woods or pool

Schedule your viewing of The Highlands today!

Like or Share

Address Search

Realtor David MyersDavid Myers 407-801-3286
Your Winter Springs Real Estate Expert

Winter Springs Neighborhoods

  • Amberly
  • Amherst
  • Arbor Glen
  • Arrowhead
  • Avery Park
  • Barclay Reserve
  • Barrington Estates
  • Bay Tree Village
  • Bear Creek Estates
  • Bentley Green
  • Carrington Woods
  • Casa Park Villas
  • Chelsea Park
  • Chelsea Woods
  • Chestnut Estates
  • Chestnut Ridge
  • Citrus Oaks
  • Country Club Village
  • Creeks Run
  • Cypress Club
  • Cypress Village
  • Davenport Glen
  • Deer Song
  • Dunmar Estates
  • Eagles Glen
  • Eagles Landing
  • Eagles Point
  • Eagles Watch
  • Fairway Oaks
  • Forrest Creek Estates
  • Georgetowne
  • Glen Eagle
  • Golfside Villas
  • Grand Reserve
  • Greenbriar
  • Greens at Tuscawilla
  • Greenspointe
  • Harbor Winds
  • Hawks Reserve
  • Heritage Commons
  • Heritage Park
  • The Highlands
  • Hollowbrook
  • Howell Creek Reserve
  • Huntridge
  • Indian Ridge
  • Jesups Landing
  • Jesups Reserve
  • The Landings Parkstone
  • Legacy Estates
  • Moss Cove
  • Mount Greenwood
  • North Orlando Ranches
  • Northern Oaks
  • Oak Forest
  • Parc Du Lac
  • Parkstone
  • Reserve Tuscawilla
  • Saxony
  • Seminole Crossings
  • Seven Oaks
  • Seville Chase
  • St Johns Landing
  • Stone Gable
  • Sunrise Estates
  • Tuskabay
  • Tusca Oaks
  • Tuscany Place
  • Tuscawilla
  • Tuscawilla Forest
  • Tuscawilla Ridge
  • Tuscawilla Trace
  • Tuskawilla Crossings
  • Tuskawilla Palms
  • Tuskawilla Point
  • Tuskawilla Springs
  • Wedgewood
  • Wedgewood Tennis Villas
  • Wicklow Greens
  • Wildwood
  • Willow Run
  • Winding Hollow
  • Winter Springs Village
  • Woodstream

Winter Springs Interactive Map Search

Winter Springs Interactive Real Estate Map Search

Popular Winter Springs Searches

  • 25 Latest Listings
  • Commercial Property
  • Condos
  • Foreclosures
  • Gated Homes
  • Land
  • Luxury Homes
  • New Construction
  • No HOA
  • Pool Homes
  • Townhomes
  • Waterfront Homes

ALL about Winter Springs!

  • About Winter Springs
  • Apartments
  • Attractions-Events
  • Golf Courses
  • Grocery-Pharmacy
  • Hospitals-Medical
  • Movie Theaters
  • Parks-Trails
  • Restaurants-Bars
  • Schools
  • Shopping
  • Winter Springs Wiki
  • Where is Winter Springs
  • City of Winter Springs
  • Seminole Cnty Contacts
  • Seminole Cnty Blog

Communities Adjacent to Winter Springs

  • Sanford
  • Lake Mary
  • Winter Springs
  • Oviedo
  • Longwood
  • Casselberry

Get Ziro-ed In

  • Sellers - Get Your Winter Springs Homes Value
  • Sellers - Save Thousands on Your Listing
  • Buyers - Get Your Winter Springs Market Report
  • Buyers - Get a Pre-Qualified for a Mortgage
  • Buyers - Get Get Thousands Back
  • Agents - Get Your Career Going with Ziro

About Florida Neighborhood Realty powered by Ziro Realty

  • Visit Our Other Sites:
  • NonaOrlandoProperties.com
  • MyOrlandoVacationHome.com

David Myers - Broker Associate
Florida Neighborhood Realty Team
Ziro Realty, LLC
549B Water Street
Celebration, FL 34747
Phone/Text: 407.801.3286
Web: FloridaNeighborhoodRealty.com
Stay Updated: Subscribe to Our Blog RSS Feed

Realtor, MLS, and Equal Housing Opportunity logos

© Florida Neighborhood Realty LLC - All Rights Reserved

Site Support

  • About Us
  • Facebook
  • Terms of Use
  • Contact Us
  • Instagram
  • Privacy Policy
  • Office Listings
  • Neighborhood Blog
  • AI & Data Disclaimer
IDX Real Estate Websites by
, an FNF RE Tech Company • Accessibility • Terms • Privacy